Reactive Blue 2

ID: ALA223344

Chembl Id: CHEMBL223344

PubChem CID: 9875920

Max Phase: Preclinical

Molecular Formula: C29H17ClN7Na3O11S3

Molecular Weight: 774.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Reactive Blue-2 | CHEMBL223344|Reactive Blue-2|Cibacron Blue 3GA Agarose, saline suspension|Cibacron Blue 3GA Agarose, saline suspension, Fast flow|Cibacron Blue 3GA Agarose, Type 100, saline suspension|Cibacron Blue 3GA Agarose, Type 300, saline suspension|Cibacron Blue 3GA Agarose, Type 1000, saline suspension|Cibacron Blue 3GA Agarose, Type 3000, saline suspension|Cibacron Blue 3GA Agarose, Type 3000-CL, saline suspension|Cibacron Blue 3GA Agarose, Type 3000-L, lyophilized powder

Canonical SMILES:  Nc1c(S(=O)(=O)[O-])cc(Nc2ccc(Nc3nc(Cl)nc(Nc4cccc(S(=O)(=O)[O-])c4)n3)c(S(=O)(=O)[O-])c2)c2c1C(=O)c1ccccc1C2=O.[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C29H20ClN7O11S3.3Na/c30-27-35-28(33-13-4-3-5-15(10-13)49(40,41)42)37-29(36-27)34-18-9-8-14(11-20(18)50(43,44)45)32-19-12-21(51(46,47)48)24(31)23-22(19)25(38)16-6-1-2-7-17(16)26(23)39;;;/h1-12,32H,31H2,(H,40,41,42)(H,43,44,45)(H,46,47,48)(H2,33,34,35,36,37);;;/q;3*+1/p-3

Standard InChI Key:  VZPXDCIISFTYOM-UHFFFAOYSA-K

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 774.17

Molecular Weight (Monoisotopic): 773.0071

AlogP: 3.85

#Rotatable Bonds: 9

Polar Surface Area: 298.03

Molecular Species: ACID

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -4.64

CX Basic pKa: 1.11

CX LogP: -0.92

CX LogD: -1.08

Aromatic Rings: 5

Heavy Atoms: 51

QED Weighted: 0.08

Np Likeness Score: -0.68

References

1. Jacobson KA, Jarvis MF, Williams M..  (2002)  Purine and pyrimidine (P2) receptors as drug targets.,  45  (19): [PMID:12213051] [10.1021/jm020046y]

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3. Weyler S, Baqi Y, Hillmann P, Kaulich M, Hunder AM, Müller IA, Müller CE..  (2008)  Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists.,  18  (1): [PMID:18006312] [10.1016/j.bmcl.2007.10.082]

4. Hillmann P, Ko GY, Spinrath A, Raulf A, von Kügelgen I, Wolff SC, Nicholas RA, Kostenis E, Höltje HD, Müller CE..  (2009)  Key determinants of nucleotide-activated G protein-coupled P2Y(2) receptor function revealed by chemical and pharmacological experiments, mutagenesis and homology modeling.,  52  (9): [PMID:19419204] [10.1021/jm801442p]

5. Brunschweiger A, Iqbal J, Umbach F, Scheiff AB, Munkonda MN, Sévigny J, Knowles AF, Müller CE..  (2008)  Selective nucleoside triphosphate diphosphohydrolase-2 (NTPDase2) inhibitors: nucleotide mimetics derived from uridine-5'-carboxamide.,  51  (15): [PMID:18630897] [10.1021/jm800175e]

6. Baqi Y, Lee SY, Iqbal J, Ripphausen P, Lehr A, Scheiff AB, Zimmermann H, Bajorath J, Müller CE..  (2010)  Development of potent and selective inhibitors of ecto-5'-nucleotidase based on an anthraquinone scaffold.,  53  (5): [PMID:20146483] [10.1021/jm901851t]

7. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

8. Baqi Y, Hausmann R, Rosefort C, Rettinger J, Schmalzing G, Müller CE..  (2011)  Discovery of potent competitive antagonists and positive modulators of the P2X2 receptor.,  54  (3): [PMID:21207957] [10.1021/jm1012193]

9. Rafehi M, Malik EM, Neumann A, Abdelrahman A, Hanck T, Namasivayam V, Müller CE, Baqi Y..  (2017)  Development of Potent and Selective Antagonists for the UTP-Activated P2Y4 Receptor.,  60  (7): [PMID:28306255] [10.1021/acs.jmedchem.7b00030]

10. Conroy S, Kindon N, Kellam B, Stocks MJ..  (2016)  Drug-like Antagonists of P2Y Receptors-From Lead Identification to Drug Development.,  59  (22): [PMID:27413802] [10.1021/acs.jmedchem.5b01972]

Source

Source(1):

• Scientific Literature